1-(2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl)-4-<<(dimethylamino)methylidene>amino>-1H-pyrrolo<2,3-b>pyridine 3'-(triethylammonium Phosphonate)

Base Information

• Chemical Name: 1-(2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl)-4-<<(dimethylamino)methylidene>amino>-1H-pyrrolo<2,3-b>pyridine 3'-(triethylammonium Phosphonate)
• CAS No.: 143519-33-9
• Molecular Formula: C₆H₁₅N*C₃₆H₃₉N₄O₇P
• Molecular Weight: 771.894

Synonyms:

Chemical Property of 1-(2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl)-4-<<(dimethylamino)methylidene>amino>-1H-pyrrolo<2,3-b>pyridine 3'-(triethylammonium Phosphonate)

Chemical Property:

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Technology Process of 1-(2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl)-4-<<(dimethylamino)methylidene>amino>-1H-pyrrolo<2,3-b>pyridine 3'-(triethylammonium Phosphonate)

There total 4 articles about 1-(2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl)-4-<<(dimethylamino)methylidene>amino>-1H-pyrrolo<2,3-b>pyridine 3'-(triethylammonium Phosphonate) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 1-(2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl)-4-<<(dimethylamino)methylidene>amino>-1H-pyrrolo<2,3-b>pyridine 3'-(triethylammonium Phosphonate) (143519-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / 4-(dimethylamino)pyridine / pyridine / 3 h / Ambient temperature

2: 1) N-methylmorpholine, 1,2,4-1H-triazole / 1) CH₂Cl₂, r.t., 30 min; 2) r.t., 10 min

With 4-methyl-morpholine; 1,2,4-Triazole; dmap; In pyridine;

DOI:10.1002/hlca.19920750414

Reference yield:

(2R,3S,5R)-5-(4-amino-1H-pyrrolo[2,3-b]pyridin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol (124469-63-2) → 1-(2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl)-4-<<(dimethylamino)methylidene>amino>-1H-pyrrolo<2,3-b>pyridine 3'-(triethylammonium Phosphonate) (143519-33-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / dimethylformamide / 6 h / 40 °C

2: 80 percent / 4-(dimethylamino)pyridine / pyridine / 3 h / Ambient temperature

3: 1) N-methylmorpholine, 1,2,4-1H-triazole / 1) CH₂Cl₂, r.t., 30 min; 2) r.t., 10 min

With 4-methyl-morpholine; 1,2,4-Triazole; dmap; In pyridine; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19920750414

Reference yield:

1-(2'-deoxy-β-D-erythro-pentofuranosyl)-4-<<(dimethylamino)methylidene>amino>-1H-pyrrolo<2,3-b>pyridine (143519-41-9) → 1-(2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl)-4-<<(dimethylamino)methylidene>amino>-1H-pyrrolo<2,3-b>pyridine 3'-(triethylammonium Phosphonate) (143519-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / 4-(dimethylamino)pyridine / pyridine / 3 h / Ambient temperature

2: 1) N-methylmorpholine, 1,2,4-1H-triazole / 1) CH₂Cl₂, r.t., 30 min; 2) r.t., 10 min

With 4-methyl-morpholine; 1,2,4-Triazole; dmap; In pyridine;

DOI:10.1002/hlca.19920750414

upstream raw materials:

4,4'-dimethoxytrityl chloride

triethylamine carbonate

1-(2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl)-4-<<(dimethylamino)methylidene>amino>-1H-pyrrolo<2,3-b>pyridine

(2R,3S,5R)-5-(4-amino-1H-pyrrolo[2,3-b]pyridin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

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